A street with historic buildings, including a diner and a Blue Star Trading Company.

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Check availability on Ludlow Romantic Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Ludlow romantic hotels

A two-story building with a bar and restaurant on the ground floor, a vintage car parked in front, and a sign indicating "Main Mountain".

1. Main and Mountain Bar & Motel

Main and Mountain Bar & Motel
3.5 star property
Ludlow
9.6 out of 10, Exceptional, (235 reviews)
"Comfortable and clean property. Nicely appointed and well maintained. Great shower, comfy bed. Would stay again. And eat breakfast at the nearby Hatchery!"
United States
David
The price is AED 961
AED 1,057 total
includes taxes & fees
16 Nov - 17 Nov
Main and Mountain Bar & Motel
A spacious living area with a fireplace, a dining area, and a kitchen.

2. Luxe Mountain Home w/ Chefs Kitchen & Okemo Views

Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
3.0 star property
Ludlow
The price is AED 5,047
AED 7,899 total
includes taxes & fees
5 Nov - 6 Nov
Luxe Mountain Home w/ Chefs Kitchen & Okemo Views
A large stone building with a steep roof, surrounded by dense forest and hills.

3. Castle Hill Resort And Spa

Castle Hill Resort And Spa
3.5 star property
Cavendish
9.0 out of 10, Wonderful, (127 reviews)
"I promise, especially if you’re staying in the condo buildings you will love it"
United States
Brandon
The price is AED 566
AED 617 total
includes taxes & fees
5 Nov - 6 Nov
Castle Hill Resort And Spa
A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

4. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,000 reviews)
"Amazing rooms, sweet staff, great amenities - gorgeous location!"
United States
Cristian
The price is AED 591
AED 674 total
includes taxes & fees
5 Nov - 6 Nov
Pointe at Castle Hill Resort
A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

5. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property
3.0 star property
Jackson Gore Base Area
8.6 out of 10, Excellent, (969 reviews)
"Excellent place to stay!! The breakfas it good, bed comfortables and the view is nice."
United States
Adriana
The price is AED 678
AED 824 total
includes taxes & fees
18 Nov - 19 Nov
Jackson Gore Village, A Vail Resorts Property
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ludlow Hotel Reviews

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

8/10 Good
"Large unit - well laid out for three generation visit. Comfortable beds. Kitchen well appointed."
Lori A. 2-night trip
Posted 2 weeks ago
Winterplace at Okemo, A Vail Resorts Property

Frequently asked questions

Searching for romantic hotels in Ludlow?
Are you in need of a romantic escape? Couples enjoy Ludlow for its mountain views and skiing. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to Dorsey Park, Buttermilk Falls, or Tubing Park. Whether you want to soak in a hot tub or have a romantic dinner by candlelight, you'll be sure to find your ideal accommodation in Ludlow to make for the perfect couples' getaway.
What's the best hotel for a couple going to Ludlow?
Sleeps 32 - 11BR - 1/2 Mile to Okemo - Hot Tub - Walk to Downtown Ludlow is a favorite lodge for couples, and features in-room fireplaces and free WiFi.
When is the best time of year for a romantic getaway to Ludlow?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Ludlow: The hottest months are usually July and August with an average temp of 64°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Ludlow are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to do in Ludlow?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Ludlow has to offer. Couples looking to get out in nature will enjoy Ludlow for its mountain views. You might consider a visit to Okemo Mountain Resort, Fox Run Golf Course, or Lake Rescue.
What's the best way to get to Ludlow and around town during my romantic getaway?
This information about transportation options in Ludlow might help your romantic trip get off to a smooth start: Make your way to Ludlow with a flight to Springfield, VT (VSF-Hartness State), which is the closest major airport located 9.7 mi (15.5 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.